-
4
-
-
0000442502
-
-
For previous examples of conjugate additions of nitrogen nucleophiles to acetylenic sulfones
-
3. For previous examples of conjugate additions of nitrogen nucleophiles to acetylenic sulfones, see: (a) Back, T.G.; Collins, S.; Law, K.-W. Can. J. Chem. 1985, 63, 2313.
-
(1985)
Can. J. Chem.
, vol.63
, pp. 2313
-
-
Back, T.G.1
Collins, S.2
Law, K.-W.3
-
5
-
-
37049108799
-
-
(b) Cinquini, M.; Cozzi, F.; Pelosi, M. J. Chem. Soc., Perkin Trans. 1 1979, 1430.
-
(1979)
J. Chem. Soc., Perkin Trans.
, vol.1
, pp. 1430
-
-
Cinquini, M.1
Cozzi, F.2
Pelosi, M.3
-
6
-
-
0000535796
-
-
(c) Sanders, J.A.; Hovius, K.; Engberts, J.B.F.N. J. Org. Chem. 1974, 39, 2641.
-
(1974)
J. Org. Chem.
, vol.39
, pp. 2641
-
-
Sanders, J.A.1
Hovius, K.2
Engberts, J.B.F.N.3
-
11
-
-
0014643575
-
-
For isolation and structure determination
-
4. For isolation and structure determination, see: Daly, J.W.; Tokuyama, T.; Habermehl, G.; Karle, I.L.; Witkop, B. Liebigs Ann. Chem. 1969, 729, 198.
-
(1969)
Liebigs Ann. Chem.
, vol.729
, pp. 198
-
-
Daly, J.W.1
Tokuyama, T.2
Habermehl, G.3
Karle, I.L.4
Witkop, B.5
-
12
-
-
0028810449
-
-
For previous racemic syntheses
-
5. For previous racemic syntheses, see: (a) Mehta, G.; Praveen, M. J. Org. Chem. 1995, 60, 279.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 279
-
-
Mehta, G.1
Praveen, M.2
-
15
-
-
0026785804
-
-
(d) Brandi, A.; Cordero, F.M.; Goti, A.; Guarna, A. Tetrahedron Lett. 1992, 33, 6697.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 6697
-
-
Brandi, A.1
Cordero, F.M.2
Goti, A.3
Guarna, A.4
-
18
-
-
0011337438
-
-
(g) Abe, K.; Tsugoshi, T.; Nakamura, N. Bull. Chem. Soc. Jpn. 1984, 57, 3351.
-
(1984)
Bull. Chem. Soc. Jpn.
, vol.57
, pp. 3351
-
-
Abe, K.1
Tsugoshi, T.2
Nakamura, N.3
-
19
-
-
0001114396
-
-
(h) Maruoka, K.; Miyazaki, T.; Ando, M.; Matsumura, Y.; Sakane, S.; Hattori, K.; Yamamoto, H. J. Am. Chem. Soc. 1983, 105, 2831.
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 2831
-
-
Maruoka, K.1
Miyazaki, T.2
Ando, M.3
Matsumura, Y.4
Sakane, S.5
Hattori, K.6
Yamamoto, H.7
-
21
-
-
84998283351
-
-
(j) Ibuka, T.; Mori, Y.; Inubushi, Y. Chem. Pharm. Bull. 1978, 26, 2442.
-
(1978)
Chem. Pharm. Bull.
, vol.26
, pp. 2442
-
-
Ibuka, T.1
Mori, Y.2
Inubushi, Y.3
-
22
-
-
0017783323
-
-
(k) Oppolzer, W.; Fehr, C.; Warneke, J. Helv. Chim. Acta 1977, 60, 48.
-
(1977)
Helv. Chim. Acta
, vol.60
, pp. 48
-
-
Oppolzer, W.1
Fehr, C.2
Warneke, J.3
-
23
-
-
0017144823
-
-
(l) Habermehl, G.; Andres, H.; Miyahara, K.; Witkop, B.; Daly, J.W. Liebigs Ann. Chem. 1976, 1577.
-
(1976)
Liebigs Ann. Chem.
, pp. 1577
-
-
Habermehl, G.1
Andres, H.2
Miyahara, K.3
Witkop, B.4
Daly, J.W.5
-
24
-
-
0016849779
-
-
(m) Oppolzer, W.; Fröstl, W.; Weber, H.P. Helv. Chim. Acta 1975, 58, 593.
-
(1975)
Helv. Chim. Acta
, vol.58
, pp. 593
-
-
Oppolzer, W.1
Fröstl, W.2
Weber, H.P.3
-
25
-
-
0016809741
-
-
(n) Ibuka, T.; Masaki, N.; Saji, I.; Tanaka, K.; Inubushi, Y. Chem. Pharm. Bull. 1975, 23, 2779.
-
(1975)
Chem. Pharm. Bull.
, vol.23
, pp. 2779
-
-
Ibuka, T.1
Masaki, N.2
Saji, I.3
Tanaka, K.4
Inubushi, Y.5
-
26
-
-
1542420375
-
-
For syntheses of the natural (-)-1, (o)
-
For syntheses of the natural (-)-1, see: (o) Naruse, M.; Aoyagi, S.; Kibayashi, C. J. Chem. Soc., Perkin Trans. 1 1996, 1113.
-
(1996)
J. Chem. Soc., Perkin Trans.
, vol.1
, pp. 1113
-
-
Naruse, M.1
Aoyagi, S.2
Kibayashi, C.3
-
28
-
-
0027489484
-
-
(q) Murahashi, S.; Sasao, S.; Saito, E.; Naota, T. Tetrahedron 1993, 49, 8805.
-
(1993)
Tetrahedron
, vol.49
, pp. 8805
-
-
Murahashi, S.1
Sasao, S.2
Saito, E.3
Naota, T.4
-
29
-
-
0022628135
-
-
(r) Bonin, M.; Royer, J.; Grierson, D.S.; Husson, H.-P. Tetrahedron Lett. 1986, 27, 1569.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 1569
-
-
Bonin, M.1
Royer, J.2
Grierson, D.S.3
Husson, H.-P.4
-
31
-
-
0029933033
-
-
For syntheses of the unnatural (+)-1, (t)
-
For syntheses of the unnatural (+)-1, see: (t) Toyota, M.; Asoh, T.; Fukumoto, K. Tetrahedron Lett. 1996, 37, 4401.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 4401
-
-
Toyota, M.1
Asoh, T.2
Fukumoto, K.3
-
32
-
-
0023555680
-
-
(u) Schultz, A.G.; McCloskey, P.J.; Court, J.J. J. Am. Chem. Soc. 1987,109, 6493.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 6493
-
-
Schultz, A.G.1
McCloskey, P.J.2
Court, J.J.3
-
33
-
-
0001531726
-
-
(v) Masamune, S.; Reed, L.A., III; Davis, J.T.; Choy, W. J. Org. Chem. 1983, 48, 4441.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 4441
-
-
Masamune, S.1
Reed L.A. III2
Davis, J.T.3
Choy, W.4
-
34
-
-
0001032521
-
-
6. (a) Back, T.G.; Collins, S.; Kerr, R.G. J. Org. Chem. 1983, 48, 3077.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 3077
-
-
Back, T.G.1
Collins, S.2
Kerr, R.G.3
-
35
-
-
0000760805
-
-
(b) Back, T.G.; Collins, S.; Gokhale, U.; Law, K.-W. J. Org. Chem. 1983, 48, 4776.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 4776
-
-
Back, T.G.1
Collins, S.2
Gokhale, U.3
Law, K.-W.4
-
38
-
-
0015520853
-
-
8. Shioiri, T.; Ninomiya, K.; Yamada, S. J. Am. Chem. Soc. 1972, 94, 6203.
-
(1972)
J. Am. Chem. Soc.
, vol.94
, pp. 6203
-
-
Shioiri, T.1
Ninomiya, K.2
Yamada, S.3
-
40
-
-
0011337439
-
-
2 groups
-
2 groups.
-
-
-
-
41
-
-
0002653770
-
-
For examples of reductive desulfonylations with Na/Hg, and references cited therein
-
11. For examples of reductive desulfonylations with Na/Hg, see: Trost, B.M.; Bull. Chem. Soc. Jpn. 1988, 61, 107, and references cited therein.
-
(1988)
Bull. Chem. Soc. Jpn.
, vol.61
, pp. 107
-
-
Trost, B.M.1
-
42
-
-
0011285699
-
-
1H-NMR (400 MHz) δ 9.60 (m, 1 H), 8.30 (m, 1 H), 3.33 (m, 1 H), 3.00 (m, 1 H), 2.55-2.30 (m, 2 H), 2.23-1.95 (m, 4 H), 1.92-1.84 (broad d, 1 H), 1.83-1.75 (broad d, 1 H), 1.72-1.35 (m, 6 H), 1.32-1.20 (m, 1 H), 1.04-0.95 (m, 1 H), 0.92 (t, J= 7.4 Hz, 3 H), 0.90 (d, J= 6.2 Hz, 3 H);
-
13C-NMR (100 MHz) δ 60.1, 58.0, 40.9, 34.8, 34.3, 29.1, 27.2, 25.2, 23.1, 20.6, 19.7, 19.1, 13.7.
-
-
-
-
43
-
-
0011324502
-
-
+, 2), 194 (3), 166 (5), 152 (100)
-
+, 2), 194 (3), 166 (5), 152 (100).
-
-
-
|